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Iodine-mediated oxidative annulations of N -benzyl-propiolamides are disclosed for the first time, providing either azaspiro[5.5]undecatrienones via dearomative ipso -annulation or benzo[ c ]azepinones through ortho -annulation. The selective construction of the aforementioned products is based on the ceric ammonium nitrate (CAN)-promoted divergent reactivity of the propiolamide, directed by the substituents on the phenyl ring of the N -benzyl group. [ABSTRACT FROM AUTHOR]

This document provides detailed information on the synthesis and characterization of various compounds through a series of chemical reactions. The compounds include amino acid derivatives and other organic compounds. The document includes information on the starting materials, reagents, reaction conditions, yields, physical properties, and spectroscopic data of the compounds. The research was supported by the MEXT Project and Tokuyama Corporation. Additional supporting information can be found online. [Extracted from the article]

Acetylene and ethylene are the smallest molecules that contain an unsaturated carbon–carbon bond and can be efficiently utilized in a large variety of cycloaddition reactions. In this review, we summarize the application of these C2 molecular units in cycloaddition chemistry and highlight their amazing synthetic opportunities. 1 Introduction 2 Fundamental Features and Differences of Cycloaddition Reactions Involving Acetylene and Ethylene 3 (2+1) Cycloaddition 4 [2+2] Cycloaddition 5 (3+2) Cycloaddition 6 [4+2] Cycloaddition 7 (2+2+1) Cycloaddition 8 [2+2+2] Cycloaddition 9 The Use of Acetylene and Ethylene Cycloaddition for Deuterium and13 C Labeling 10 Conclusions [ABSTRACT FROM AUTHOR]